4 vehicle family here, We almost always take one of the Sprinters over the other vehicles. I'm a self-employed construction contractor and I drive a 158" 3500 daily for work, only reason it stays home is when I need to pull one of my big trailers... Then my F350 7.3 gets dusted off and pulled out.
Our 158" 2500 is a motorhome, and when we're not camping, we usually drive it every weekend for running errands. Parking and driving a full size Sprinter is daunting at first, but I don't even thing about it now days. As for the height issue, my two Sprinters, and my F350 are all too tall to fit in any parking garage I've encountered, so it's a non-issue in my book.
Besides, who needs a car?? My wife used to own a VR6 VW Golf, and we would always take the motorhome over the golf because the MOTORHOME GOT BETTER MILEAGE!!